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$429,900 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,714 Sq. Ft.
  • Updated 7 hours ago
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Welcome to 101 Charlton Road, a charming 4-bedroom, 2.5-bath Cape Cod situated on a desirable corner lot. This well-maintained home features a main-level primary suite and beautiful hardwood floors throughout the main living areas. The spacious kitchen is equipped with stainless steel appliances, a center island, breakfast nook, and flows seamlessly into the separate dining room and inviting living room, perfect for everyday living and entertaining. Upstairs, you'll find three additional bedrooms, 1.5 baths, and the convenience of an upper-level laundry room. Enjoy outdoor living in the fenced backyard complete with a storage shed, rear deck, and plenty of space for pets, gardening, or gatherings. Relax on the welcoming covered front porch and enjoy the convenience of being just minutes from Historic Old Town Winchester, Shenandoah University, Winchester Medical Center, shopping, dining, local wineries, parks, and easy access to Routes 7, 50, and I-81 for commuting. All sizes are approximate. More photos coming soon

Full Property Details for 101 Charlton Rd

General

  • Price: $429,900
  • HOA FEE: $16/month
  • HOA FEE FREQ.: Annually
  • Taxes: $1,597 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAFV2042768
  • Updated: Today (6/18/2026)
  • Added to Site: Today
  • Expected Market Date: 6/22/2026

Interior

  • Interior Features: Breakfast Area, Carpet, Ceiling Fan(s), Entry Level Bedroom, Floor Plan - Traditional, Kitchen - Eat-In, Primary Bath(s), Upgraded Countertops, Wood Floors
  • Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Refrigerator, Stainless Steel Appliances, Stove, Washer
  • Flooring: Carpet, Hardwood, Luxury Vinyl Plank

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 1
  • Upper - 1/2 Baths: 1
  • Main Floor Baths: 1
  • Main - Full Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 3
  • Bedrooms Main & Up: 1

Other Rooms

  • Laundry: Hookup

Exterior

  • Porch/Patio/Deck: Deck(s), Porch(es)

Parking

  • Parking Type: Driveway

Location

  • County: FREDERICK
  • Subdivision: CARLISLE HEIGHTS
  • Driving Directions: Senseny Road to left on Greenwood Rd. - Right on Woodrow Rd. - Left on Charlton Rd.

School Information

  • School District: Frederick County Public Schools

Community

  • Association: Yes

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Natural Gas
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Cape Cod
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Foundation: Crawl Space
  • Stories Description: Main, Upper 1
  • Square Feet: 1,714
  • Sq. Ft. Source: Assessor
  • Living Area: 1,714 Sq. Ft.
  • Finished Above Grnd: 1,714 Sq. Ft.
  • Year Built: 1998
  • Year Built Source: Assessor

Additional Structures

  • Other Structures: Shed

Lot Features

  • Lot Size Source: Assessor
  • Zoning: RP

Financial Considerations

  • Price Per Sq. Ft.: $250.82
  • Association Fee: $190
  • Assoc Fee Freq.: Annually
  • Assessment Year: 2025
  • City/TownTax Freq: Annually
  • County Tax: $1,597
  • County Tax Freq: Annually
  • Tax w/Assessment: $332,660
  • Tax Amount: $1,597
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1714

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 267

Listed by RE/MAX Roots, Roxanna D Grimes

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Listing agent

— 101 Charlton Rd —

  • Roxanna D Grimes

    RE/MAX Roots

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 101 Charlton Rd

School District:Frederick County Public Schools, Winchester, VA
NameGradesDistance
Greenwood Mill Elementary School
281 Channing Drive, Winchester, VA 22602
K-50.2 mi
Admiral Richard E. Byrd Middle School
134 Rosa Lane, Winchester, VA 22602
6-83.9 mi
Millbrook High School
251 First Woods Drive, Winchester, VA 22603
9-121.5 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 101 Charlton Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/18/2026
Listed
$429,900
77.28%
MLS
9/12/2019
Sold
$242,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 101 Charlton Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$700
—
$332,660
21%
2024
$700
-50%
$274,400
—
2023
$1,399
3%
$274,400
23%
2022
$1,358
—
$222,700
—
2021
$1,358
6%
$222,700
6%
2020
$1,284
—
$210,500
—
2019
$1,284
8%
$210,500
8%
2018
$1,189
2%
$194,900
—
2017
$1,169
11%
$194,900
11%
2016
$1,049
7%
$174,800
—
2015
$979
3%
$174,800
7%
2014
$955
—
$163,300
—
2013
$955
—
$163,300
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 101 Charlton Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by RE/MAX Roots, Roxanna D Grimes

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101 Charlton Road, Winchester, VA 22602 (MLS# VAFV2042768) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 101 Charlton Road is currently listed for $429,900 and was received on June 18, 2026. Want to learn more about 101 Charlton Road? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

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